Investor Presentation

Daseke, Inc. – Consolidating North America’s

Flatbed & Specialized Logistics Market

July 10, 2017

1

Forward-Looking Statements

This presentation includes “forward-looking statements” within the meaning of the “safe harbor” provisions of the United States Private Securities Litigation Reform Act of 1995. Forward-looking statements may be identified by the

use of words such as "forecast," "intend," "seek," "target," “anticipate,” “believe,” “expect,” “estimate,” “plan,” “outlook,” and “project” and other similar expressions that predict or indicate future events or trends or that are not

statements of historical matters. Projected financial information are forward-looking statements. Forward-looking statements, including those with respect to revenues, earnings, performance, strategies, prospects and other

aspects of the business of Daseke, are based on current expectations that are subject to risks and uncertainties. A number of factors could cause actual results or outcomes to differ materially from those indicated by such

forward-looking statements. These factors include, but are not limited to, general economic risks (such as downturns in customers’ business cycles and disruptions in capital and credit markets), driver shortages and increases in

driver compensation or owner-operator contracted rates, loss of senior management or key operating personnel, Daseke’s ability to recognize the anticipated benefits of recent acquisitions, Daseke’s ability to identify and execute

future acquisitions successfully, seasonality and the impact of weather and other catastrophic events, fluctuations in the price or availability of diesel fuel, increased prices for, or decreases in the availability of, new revenue

equipment and decreases in the value of used revenue equipment, Daseke’s ability to generate sufficient cash to service all of its indebtedness, restrictions in Daseke’s existing and future debt agreements, increases in interest

rates, the impact of governmental regulations and other governmental actions related to Daseke and its operations, litigation and governmental proceedings, and insurance and claims expenses. For additional information

regarding known material factors that could cause actual results to differ from those expressed in forward-looking statements, please see Daseke’s filings with the Securities and Exchange Commission, available at www.sec.gov,

including Hennessy Capital Acquisition Corp. II’s definitive proxy statement dated February 6, 2017, particularly the section “Risk Factors—Risk Factors Relating to Daseke’s Business and Industry,” and Daseke’s Current Report

on Form 8-K/A, filed with the SEC on March 16, 2017 and amended on May 4, 2017. You are cautioned not to place undue reliance upon any forward-looking statements, which speak only as of the date made. Daseke

undertakes no commitment to update or revise the forward-looking statements, whether as a result of new information, future events or otherwise.

Non-GAAP Financial Measures

This presentation includes non-GAAP financial measures, including Adjusted EBITDA and free cash flow. You can find the reconciliation of these measures to net income (loss), the nearest comparable GAAP measure,

elsewhere in the appendix of this presentation. We have not reconciled non-GAAP forward-looking measures to their corresponding GAAP measures because certain items that impact these measures are unavailable or cannot

be reasonably predicted without unreasonable efforts.

Daseke defines Adjusted EBITDA as net income (loss) plus (i) depreciation and amortization, (ii) interest expense, including other fees and charges associated with indebtedness, net of interest income, (iii) income taxes, (iv)

acquisition-related transaction expenses (including due diligence costs, legal, accounting and other advisory fees and costs, retention and severance payments and financing fees and expenses), (v) non-cash impairments, (vi)

losses (gains) on sales of defective revenue equipment out of the normal replacement cycle, (vii) impairments related to defective revenue equipment sold out of the normal replacement cycle, (viii) withdrawn initial public offering-

related expenses, and (ix) expenses related to the business combination that was consummated in February 2017 and related transactions. Daseke’s board of directors and executive management team use Adjusted EBITDA as

key measures of its performance and for business planning. Adjusted EBITDA assists them in comparing Daseke’s operating performance over various reporting periods on a consistent basis because it removes from Daseke’s

operating results the impact of items that, in their opinion, do not reflect Daseke’s core operating performance. Adjusted EBITDA also allows Daseke to more effectively evaluate its operating performance by allowing it to compare

the results of operations against its peers without regard to its or its peers’ financing method or capital structure. Daseke believes its presentation of Adjusted EBITDA is useful because it provides investors and industry analysts

the same information that Daseke uses internally for purposes of assessing its core operating performance.

Daseke defines free cash flow as Adjusted EBITDA less net capital expenditures (capital expenditures less proceeds from equipment sales). Its board of directors and executive management team use free cash flow to assess its

performance and ability to fund operations and make additional investments. Free cash flow represents the cash that its business generates from operations, before taking into account cash movements that are non-operational.

Daseke believes its presentation of free cash flow is useful because it is one of several indicators of its ability to service debt, make investments and/or return capital to its stockholders. Daseke also believes that free cash flow is

one of several benchmarks used by investors and industry analysts for comparison of performance in its industry, although its measure of free cash flow may not be directly comparable to similar measures reported by other

companies.

Please note that Adjusted EBITDA and free cash flow are not substitutes for, or more meaningful than, net income (loss), cash flows from operating activities, operating income or any other measure prescribed by GAAP, and

there are limitations to using non-GAAP measures such as Adjusted EBITDA and free cash flow. Certain items excluded from Adjusted EBITDA are significant components in understanding and assessing a company’s financial

performance, such as a company’s cost of capital, tax structure and the historic costs of depreciable assets. Neither Adjusted EBITDA nor free cash flow should not be considered a measure of the income generated by Daseke’s

business or discretionary cash available to it to invest in the growth of its business. Other companies in Daseke’s industry may define these non-GAAP measures differently than Daseke does, and as a result, it may be difficult to

use these non-GAAP measures to compare the performance of those companies to Daseke’s performance. Daseke’s management compensates for these limitations by relying primarily on Daseke’s GAAP results and using non-

GAAP measures supplementally.

Industry and Market Data

This presentation includes market data and other statistical information from third party sources, including independent industry publications, government publications and other published independent sources. Although Daseke

believes these third party sources are reliable as of their respective dates, Daseke has not independently verified the accuracy or completeness of this information.

Important Disclaimers

2

The Daseke Opportunity

50% Adjusted EBITDA CAGR from 2009 to pro forma 2016(1)

Daseke’s management team owns ~60% of the company(6)

Daseke on track to achieve its 2019 pro forma Adjusted EBITDA target of $200 million(4)

Daseke on track to achieve its 2017 pro forma Adjusted EBITDA target of $140 million(4)

Largest owner of flatbed and specialized equipment in North America(2)

<1% market share of $133 billion open deck transportation and logistics market(3)

(1) Pro forma 2016 Adjusted EBITDA is calculated by adding Daseke’s 2016 Adjusted EBITDA with the Adjusted EBITDA of the three recently acquired companies (based on such companies’ internally prepared financial statements). Does not give effect to synergies.

(2) CCJ Top 250, September 2016. (3) FTR Associates, Inc., 2016. (4) 2017 and 2019 pro forma Adjusted EBITDA will be calculated by adding Daseke’s actual Adjusted EBITDA in such year and the Adjusted EBITDA of any acquired business during 2017 and 2019, respectively,

for the period beginning on January 1, 2017 and January 1, 2019, respectively, and ending on the acquisition date. (5) Mr. Daseke intends to donate shares to educational institutions or charities; accordingly, 10% of Mr. Daseke’s shares are not be subject to the three-year lock-up but will instead be subject to a

180-day lock-up (from donation date) in the event of such donation. (6) Does not give effect to the payout of 15 million potential earnout shares and assumes no exercise of outstanding

warrants or conversion of convertible preferred to common stock.

CEO Don Daseke has a three-year lock-up(5)

3

$30

$818

2009(First Year ofOperations)

Pro Forma 2016

$6

$108

2009(First Year ofOperations)

Pro Forma 2016

Daseke – Executing our Consolidation Strategy

Pro Forma Revenue Growth

($ in millions)

Pro Forma Adjusted EBITDA Growth

($ in millions)

(1) Pro forma 2016 Adjusted EBITDA is calculated by adding Daseke’s 2016 Adjusted EBITDA with the Adjusted EBITDA of the three recently acquired companies (based on such companies’ internally prepared financial statements). Does not give effect to synergies.

(2) Calculated by adding Daseke’s 2016 figures with the acquired companies’ 2016 figures (based on such companies’ internally prepared financial statements). Does not give effect to synergies. (3) Net loss of $9.2 million plus: depreciation and amortization of $81.9 million, interest of $23.6 million, provision for income taxes of $1.2 million, acquisition-related transaction expenses of $0.6 million,

impairment of $2.0 million, withdrawn initial public offering-related expenses of $3.1 million, net losses on sales of defective revenue equipment out of the normal replacement cycle of $0.7 million, impairments related to defective revenue equipment sold out of the normal replacement cycle of $0.2 million and expenses related to the business combination and related transactions of $3.5 million results in Adjusted EBITDA of $107.6 million.

(2) (2)(3)

Daseke Closed 3 Acquisitions in Just Over 2 Months,

Adding an Additional 22% to 2016 Pro Forma Adjusted EBITDA(1)

4

What is Open Deck

Step Deck Over Dimensional

Super Heavy Haul High Value Customized RGN

Flatbed

5

Improving Industry Environment

Favorable Demand and Supply Dynamics

Source: Morgan Stanley Research, May 2017; *2006-2016 average trend line excludes financial crisis years of 2008 and 2009.

6

34%

66%

Asset Right Operating Model

Revenue by Segment

50% 50%

Flatbed Specialized

Asset-Based

Company

Equipment

Asset-Light

Brokerage

Owner

Operator

One of the fastest-growing U.S. trucking

companies(1), having acquired and

integrated 12 companies

Daseke is a leading consolidator of North

America’s open deck transportation &

logistics market

Largest owner of flatbed and specialized

equipment in North America

Over 3,600 tractors(2) and 7,500 open

deck trailers

Offers services across the U.S., Canada,

and Mexico

$100 million liability insurance coverage

(Q1 2017)

(Q1 2017)

(1) Of the largest 50 U.S. trucking companies in 2015, according to Journal of Commerce, April 2016. (2) Tractor count includes owner operators.

7

64%

36%

Top 10

customers

• No single customer accounted for greater than

8% of total revenues

• Approximately 95% direct customer

relationships(1)

• Top 10 customer relationships average over 20

years

(FY 2016)

Blue Chip Industrial Customer Base

Revenue by Customer Top Customers

(1) As of 2015.

8

Daseke’s Well-Diversified End-Markets

Metals

Other

Lumber

Building Materials

Heavy Equipment & Energy

Aircraft Parts

Concrete Products

PVC Products

Revenue Mix by End-Market

(Q1 2017)

24%

19%

16%

16%

10%

9%

4% 2%

9

Daseke’s North American Network

10

Appendix

11

$88

$88 $100

$20

$40

$-

$40

$80

$120

$160

2016 Pro Forma 2016 2017T

$652

$652 $723

$165

$256

$-

$300

$600

$900

$1,200

2016 Pro Forma 2016 2017T

Adjusted EBITDA Revenue

Appendix: Key Metrics & Financials

($ in millions) ($ in millions)

(1) (1) (2) (2)

(1) Calculated by adding Daseke’s 2016 figures with the acquired companies’ 2016 figures (based on such companies’ internally prepared financial statements). Does not give effect to synergies.

(2) Targets based on annualized run rate, including planned 2017 acquisitions, which is also aligned with earnout target. (3) Represents midpoint of 2017E revenue and Adjusted EBITDA ranges of $713 - $733 million and $95 - $104 million,

respectively.

$818

$979

$108

$140

(3) (3)

Standalone Acquired Post Q1 2017 Standalone Acquired Post Q1 2017

12

$3 $0

$30

$57

$75

$-

$25

$50

$75

$100

2013 2014 2015 2016 2017T

10%

13%

10%

5%

7%

3%

7%

10%

14%

17%

2013 2014 2015 2016 2017E

$207

$543

$679 $652

$979

$-

$300

$600

$900

$1,200

2013 2014 2015 2016 2017T

$24

$70

$97 $88

$140

$-

$40

$80

$120

$160

2013 2014 2015 2016 2017T

Appendix: Key Metrics & Financials (continued)

Adjusted EBITDA Revenue

($ in millions) ($ in millions)

(1) (1)

(1) Targets based on annualized run rate, including planned 2017 acquisitions, which is also aligned with earnout target. (2) Free Cash Flow defined as Adjusted EBITDA less net capital expenditures (capital expenditures less proceeds

from equipment sales). (3) 2017 Net Capital Expenditures as a % of Revenue is expected to be 7% on a standalone basis

(i.e., without giving effect to any planned acquisitions).

Net Capital Expenditures as a % of Revenue Free Cash Flow(2)

($ in millions)

(1) (3)

13

8.9x

11.8x

8.9x

11.8x

10.5x

9.1x

12.7x

8.9x

3.0x

6.0x

9.0x

12.0x

15.0x

HTLD KNX SWFT ECHO FWRD HUBG LSTR XPO

Appendix: Public Company Valuation Benchmarking

Public company valuations as of July 7, 2017. Sources: SEC filings, Capital IQ. (1) Asset Right valuation based on weighted average of public company comparables

employing 66% asset-based / 34% asset-light proration.

Asset-

Based:

66%

Asset Right Mix EV / 2017E Adjusted EBITDA

Mean: 9.8x Mean: 10.6x

Asset Right:

10.1x(1)

(Q1 2017)

Asset-

Light:

34%

Asset-Based Asset-Light

14

Appendix: Earnout Details

Daseke pre-SPAC merger stockholders, including Daseke’s management, are eligible to receive up to 15 million shares

of common stock based on the achievement of both (i) established annualized Adjusted EBITDA targets and (ii) future

share price targets

Daseke and Public Stockholders are Fully Aligned through a Unique Earnout Structure

Focused on Adjusted EBITDA Growth and Share Price Performance

(1) Earnout begins at >90% of target and increases pro rata up to the full 5 million shares at the target. For example, if $133 million annualized Adjusted EBITDA (giving effect to acquisitions during 2017) is achieved for fiscal year 2017, and the Stock Price Target is achieved during the year, 2.5 million shares would be issued in the earnout for 2017. For purposes of the earnout, “Annualized Adjusted EBITDA (giving effect to acquisitions)” is defined as consolidated net income (loss) of Daseke for the applicable year, plus consolidated net income of any business acquired by Daseke during such year for the period beginning on January 1 of such year and ending on the date of such acquisition, plus, in each case: (i) depreciation and amortization, (ii) interest expense, including other fees and charges associated with indebtedness, net of interest income, (iii) income taxes, (iv) acquisition-related transaction expenses, (v) non-cash impairments, (vi) losses (gains) on sales of defective revenue equipment out of the normal replacement cycle, (vii) impairments related to defective revenue equipment sold out of the normal replacement cycle, (viii) expenses related to the merger and related transaction, (ix) non-cash stock and equity compensation expense, and (x) costs paid or incurred in connection with being a public company. In addition, as a one-time only adjustment for purposes of calculating 2017 Adjusted EBITDA, up to $4.2 million of the 2017 equipment rental expenses of one of the businesses acquired during 2017 will be added to net income (loss).

(2) For any 20 trading days within any consecutive 30 trading day period during such fiscal year.

Annualized

Stock Adjusted EBITDA Stock Price

Year Award Target(1)

Target(2)

2017Up to 5 million

shares$140 million $12.00

2018Up to 5 million

shares$170 million $14.00

2019Up to 5 million

shares$200 million $16.00

Earnout Structure

15

Adjusted EBITDA and Free Cash Flow Reconciliation

Appendix: Reconciliation of Net Income to Adjusted

EBITDA and Free Cash Flow

($ in thousands)

2009 2013 2014 2015 2016

Net income (loss) $ (381) $ (2,976) $ 1,300 $ 3,263 $ (12,279)

Depreciation and amortization 4,132 18,666 48,575 63,573 67,500

Interest income - (101) (73) (69) (44)

Interest expense 2,751 6,402 15,978 20,602 23,124

Provision for income taxes (47) 99 1,784 7,463 163

Acquisition-related transaction expenses - 1,815 944 1,192 296

Impairment - - 1,838 - 2,005

Withdrawn initial public offering-related expenses - - - 1,280 3,051

Transaction expenses - - - - 3,516

Other - - - - 908

Adjusted EBITDA $ 6,455 $ 23,905 $ 70,346 $ 97,304 $ 88,240

Net capital expenditures 548 20,725 70,678 66,969 31,669

Free Cash Flow $ 5,907 $ 3,180 $ (332) $ 30,335 $ 56,571

Year Ended December 31,